South Windsor Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for South Windsor holiday rentals

Smart TV

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is HK$752
HK$1,021 total
includes taxes & fees
26 May - 27 May
Entire guest suite in South Windsor, Connecticut
Property grounds

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (48 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is HK$745
HK$1,953 total
includes taxes & fees
12 May - 13 May
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
2 bedrooms, desk, iron/ironing board, WiFi

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"Very nice country stay. "
United States
michael C.
The price is HK$526
HK$1,662 total
includes taxes & fees
12 May - 13 May
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Beach nearby

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.4 out of 10, Exceptional, (42 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$758
HK$1,929 total
includes taxes & fees
13 May - 14 May
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (39 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is HK$979
HK$2,183 total
includes taxes & fees
19 May - 20 May
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Exterior

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (33 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is HK$826
HK$2,061 total
includes taxes & fees
27 May - 28 May
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (32 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is HK$839
HK$2,021 total
includes taxes & fees
17 May - 18 May
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Smart TV, computer monitors

Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is HK$675
HK$1,654 total
includes taxes & fees
12 May - 13 May
Central Chic Pad - with Free Parking, Heat & AC
Terrace/patio

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (37 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is HK$1,159
HK$2,732 total
includes taxes & fees
18 May - 19 May
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Fridge, microwave, oven, stovetop

2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is HK$719
HK$2,118 total
includes taxes & fees
12 May - 13 May
2BR Apartment Near Wesleyan 301
Outdoor dining

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.4 out of 10, Exceptional, (20 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is HK$839
HK$2,060 total
includes taxes & fees
17 May - 18 May
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Smart TV

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is HK$711
HK$1,703 total
includes taxes & fees
9 Jun - 10 Jun
Crested One Place - with Free Parking, Heat & AC
Smart TV, fireplace

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (13 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is HK$681
HK$2,259 total
includes taxes & fees
18 May - 19 May
The Serene Skyway Retreat
Smart TV

Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is HK$882
HK$1,907 total
includes taxes & fees
18 May - 19 May
Premier League Pad - with Free Parking, Heat & AC
Dining

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
The price is HK$719
HK$1,905 total
includes taxes & fees
12 May - 13 May
2BR Apartment Near Wesleyan 102
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is HK$1,458
HK$2,984 total
includes taxes & fees
18 May - 19 May
#24 *Serenity* A Lakefront Cottage Retreat
Smart TV

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (22 reviews)
"Great place"
United States
John S.
The price is HK$1,214
HK$2,570 total
includes taxes & fees
12 May - 13 May
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
The price is HK$1,026
HK$3,317 total
includes taxes & fees
12 May - 13 May
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Fridge, microwave, stovetop, coffee/tea maker

Charming Luxury 1BR Near Downtown. Dog Friendly!

Charming Luxury 1BR Near Downtown. Dog Friendly!
Manchester
9.4 out of 10, Exceptional, (13 reviews)
"Amazing stay. Easy check-in/access and Karl was quick to answer any questions I had. The place was immaculate, clean and modern with all the amenities you’ll need. Very convenient and walkable to coffee shops, bars & restaurants. We’ll be back."
United States
Todd L.
The price is HK$775
HK$2,561 total
includes taxes & fees
17 May - 18 May
Charming Luxury 1BR Near Downtown. Dog Friendly!
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (2 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is HK$940
HK$1,237 total
includes taxes & fees
17 May - 18 May
Humble Abode #2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Windsor Hotel Reviews

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Clean room and nice and quiet"
Juan 1-night trip
Posted 2 hours ago
Hampton Inn & Suites Hartford/Farmington

Find out more about South Windsor

Search for holiday rentals in South Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in South Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in South Windsor!

Frequently asked questions

Are there holiday rentals in South Windsor?

Yes, there are holiday rentals in South Windsor close to Nomads Adventure Quest, or you can select a more secluded option if you're looking for a relaxing stay. South Windsor is known for its shopping and golf courses. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that South Windsor has to offer?

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs: This holiday home rental outside of South Windsor is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in South Windsor?

Connecticut River and South Windsor Bark Park are a couple of scenic spots to enjoy the outdoors, whereas Wood Memorial Library & Museum is one of the cultural attractions. Other places in town to visit include Nomads Adventure Quest and Promenade Shops at Evergreen Walk.

What’s a holiday rental in South Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Windsor. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.